Cheap Flights from Milan to Chicago, IL from $352
On Cheapflightsplus.com you will find 229 connecting flights from Milan to Chicago. You can compare airfare deals from 26 airlines and multiple travel sites from $352, book and save on cheap plane tickets and last minute offers. Also check out MIL-CHI flight schedule to find best flight time, convenient departure and arrival airports.
Find One-Way and Round-Trip Milan to Chicago Flight Deals
Best Flights from Milan to Chicago Today
Price | Departure | Arrival | Flight Duration | Airline | Flight |
---|---|---|---|---|---|
from $488 | 06:20 Milan Malpensa | 15:30 Chicago O'Hare International | 16h 10m layover 3h 45m - Lisbon | TAP Portugal | TP829 TP243 |
from $531 | 18:35 Milan Malpensa | 10:10+1 день Chicago O'Hare International | 22h 35m layover 8h 0m - Istanbul | Turkish Airlines | TK1876 TK185 |
from $531 | 07:00 Milan Malpensa | 10:10+1 день Chicago O'Hare International | 34h 10m layover 19h 35m - Istanbul | Turkish Airlines | TK1878 TK185 |
from $590 | 07:15 Milan Malpensa | 17:20 Chicago O'Hare International | 17h 5m layover 5h 55m - Reykjavik | EasyJet | U23969 FI853 |
from $352 | 07:15 Milan Malpensa | 20:08 Chicago Midway | 19h 53m layover 4h 30m - Reykjavik 2h 9m - Baltimore | EasyJet | U23969 OG101 F93087 |
from $382 | 10:30 Milan Linate | 08:51+1 день Chicago O'Hare International | 29h 21m layover 3h 15m - Berlin 10h 20m - Miami | EasyJet | U25064 N0623 NK1838 |
from $399 | 06:40 Milan Malpensa | 08:51+1 день Chicago O'Hare International | 33h 11m layover 6h 10m - London 11h 45m - Miami | Aero Services Executive | W46301 Z0723 NK1838 |
from $405 | 10:30 Milan Linate | 19:18+1 день Chicago Midway | 39h 48m layover 3h 15m - Berlin 20h 58m - Miami | EasyJet | U25064 N0623 F92109 |
from $441 | 10:55 Milan Malpensa | 22:52+1 день Chicago O'Hare International | 42h 57m layover 6h 5m - Paris 24h 15m - Newark | Aero Services Executive | W46339 BF720 NK329 |
from $443 | 11:45 Milan Malpensa | 22:52+1 день Chicago O'Hare International | 42h 7m layover 5h 25m - Paris 24h 15m - Newark | EasyJet | U23807 BF720 NK329 |
from $454 | 13:15 Milan Malpensa | 22:52+1 день Chicago O'Hare International | 40h 37m layover 3h 55m - Paris 24h 15m - Newark | EasyJet | U24544 BF720 NK329 |
from $483 | 07:10 Milan Malpensa | 22:52 Chicago O'Hare International | 22h 42m layover 4h 50m - London 5h 25m - Newark | EasyJet | U28302 Z0701 NK329 |
from $504 | 11:00 Milan Malpensa | 08:51+1 день Chicago O'Hare International | 28h 51m layover 2h 5m - London 11h 45m - Miami | EasyJet | U28378 Z0723 NK1838 |
from $511 | 12:35 Milan Malpensa | 15:50+1 день Chicago O'Hare International | 34h 15m layover 14h 40m - Oslo 6h 0m - Copenhagen | EasyJet | U23973 SK1461 SK943 |
from $526 | 11:00 Milan Malpensa | 19:18+1 день Chicago Midway | 39h 18m layover 2h 5m - London 22h 23m - Miami | EasyJet | U28378 Z0723 F92109 |
from $537 | 10:40 Milan Malpensa | 12:00+1 день Chicago Midway | 32h 20m layover 4h 55m - Lisbon 13h 55m - Toronto | EasyJet | U27662 TP261 TS7060 |
Flight Schedule Milan to Chicago (Illinois)
Departure | Arrival | Flight Details | Flight Duration | Price |
---|---|---|---|---|
06:20 — 15:30
|
06:20 — 08:15
TP829
TAP Portugal
Milan — Lisbon
3h 45m stop
11:55 — 15:30
TP243
TAP Portugal
Lisbon — Chicago
|
16h 10m including layover |
Find flight
from$488 |
|
06:25 — 13:25
|
06:25 — 07:45
UA9305
United Airlines
Milan — Frankfurt
3h 5m stop
10:50 — 13:25
UA8836
United Airlines
Frankfurt — Chicago
|
14h including layover |
Find flight
from$789 |
|
07:00 — 10:10
+1 day
|
07:00 — 12:00
TK1878
Turkish Airlines
Milan — Istanbul
19h 35m stop
07:35 — 10:10
TK185
Turkish Airlines
Istanbul — Chicago
|
34h 10m including layover |
Find flight
from$531 |
|
07:15 — 17:20
|
07:15 — 10:50
U23969
EasyJet
Milan — Reykjavik
5h 55m stop
16:45 — 17:20
FI853
Icelandair
Reykjavik — Chicago
|
17h 5m including layover |
Find flight
from$590 |
|
09:10 — 15:15
|
09:10 — 10:35
UA9081
United Airlines
Milan — Frankfurt
2h 15m stop
12:50 — 15:15
UA906
United Airlines
Frankfurt — Chicago
|
13h 5m including layover |
Find flight
from$786 |
|
09:50 — 18:25
|
09:50 — 11:00
LH7405
Lufthansa
Milan — Munich
4h 35m stop
15:35 — 18:25
LH434
Lufthansa
Munich — Chicago
|
15h 35m including layover |
Find flight
from$1438 |
|
10:40 — 16:15
|
10:40 — 11:45
LX1613
SWISS International Air Lines
Milan — Zurich
1h 25m stop
13:10 — 16:15
LX8
SWISS International Air Lines
Zurich — Chicago
|
12h 35m including layover |
Find flight
from$1436 |
|
10:40 — 12:55
+1 day
|
10:40 — 11:45
LX1613
SWISS International Air Lines
Milan — Zurich
21h 55m stop
09:40 — 12:55
LX3204
SWISS International Air Lines
Zurich — Chicago
|
33h 15m including layover |
Find flight
from$1467 |
|
11:30 — 18:45
|
11:20 — 12:30
BA565
British Airways
Milan — London
3h 5m stop
15:45 — 18:45
BA297
British Airways
London — Chicago
|
14h 15m including layover |
Find flight
from$927 |
|
11:30 — 16:50
|
11:20 — 12:30
BA565
British Airways
Milan — London
1h 30m stop
14:10 — 17:00
BA1542
British Airways
London — Chicago
|
12h 20m including layover |
Find flight
from$944 |
|
12:10 — 12:15
+1 day
|
12:10 — 13:45
SN3148
Brussels Airlines
Milan — Brussels
20h 25m stop
10:10 — 12:15
SN8803
Brussels Airlines
Brussels — Chicago
|
31h 5m including layover |
Find flight
from$1481 |
|
12:20 — 14:55
+1 day
|
12:20 — 21:35
EK2141
Emirates
Milan — Dubai
12h 10m stop
09:45 — 14:55
EK235
Emirates
Dubai — Chicago
|
33h 35m including layover |
Find flight
from$1473 |
|
13:15 — 18:25
|
13:15 — 14:25
LH9449
Lufthansa
Milan — Munich
1h 10m stop
15:35 — 18:25
LH434
Lufthansa
Munich — Chicago
|
12h 10m including layover |
Find flight
from$1436 |
|
14:15 — 16:50
+1 day
|
14:10 — 15:15
BA589
British Airways
Milan — London
22h 50m stop
14:10 — 17:00
BA1542
British Airways
London — Chicago
|
33h 35m including layover |
Find flight
from$944 |
|
14:30 — 13:25
+1 day
|
14:30 — 15:55
LH5637
Lufthansa
Milan — Frankfurt
18h 55m stop
10:50 — 13:25
LH430
Lufthansa
Frankfurt — Chicago
|
29h 55m including layover |
Find flight
from$1453 |
|
15:15 — 15:15
+1 day
|
15:15 — 21:30
RJ104
Royal Jordanian
Milan — Amman
13h 5m stop
10:35 — 15:15
RJ263
Royal Jordanian
Amman — Chicago
|
31h including layover |
Find flight
from$696 |
|
15:50 — 16:50
+1 day
|
15:30 — 16:40
BA591
British Airways
Milan — London
21h 10m stop
14:10 — 17:00
BA1542
British Airways
London — Chicago
|
32h including layover |
Find flight
from$943 |
|
16:50 — 16:50
+1 day
|
16:35 — 17:40
BA575
British Airways
Milan — London
20h 15m stop
14:10 — 17:00
BA1542
British Airways
London — Chicago
|
31h including layover |
Find flight
from$944 |
|
16:50 — 13:55
+1 day
|
16:35 — 17:40
BA575
British Airways
Milan — London
17h 5m stop
11:00 — 13:55
BA295
British Airways
London — Chicago
|
28h 5m including layover |
Find flight
from$946 |
|
17:20 — 18:25
+1 day
|
17:20 — 18:30
LH1857
Lufthansa
Milan — Munich
21h 5m stop
15:35 — 18:25
LH434
Lufthansa
Munich — Chicago
|
32h 5m including layover |
Find flight
from$1445 |
|
17:20 — 14:10
+1 day
|
17:20 — 18:30
LH1857
Lufthansa
Milan — Munich
16h 55m stop
11:25 — 14:10
LH9268
Lufthansa
Munich — Chicago
|
27h 50m including layover |
Find flight
from$1476 |
|
18:35 — 10:10
+1 day
|
18:35 — 23:35
TK1876
Turkish Airlines
Milan — Istanbul
8h stop
07:35 — 10:10
TK185
Turkish Airlines
Istanbul — Chicago
|
22h 35m including layover |
Find flight
from$531 |
|
18:55 — 13:55
+1 day
|
18:55 — 19:55
BA569
British Airways
Milan — London
15h 5m stop
11:00 — 13:55
BA295
British Airways
London — Chicago
|
26h including layover |
Find flight
from$927 |
|
19:10 — 14:30
+1 day
|
19:10 — 21:30
IB676
Iberia
Milan — Madrid
14h 5m stop
11:35 — 14:30
AY5659
Finnair
Madrid — Chicago
|
26h 20m including layover |
Find flight
from$948 |
|
19:45 — 20:00
+1 day
|
19:30 — 21:40
LO320
LOT
Milan — Warsaw
18h 45m stop
16:40 — 20:00
LO3
LOT
Warsaw — Chicago
|
31h 15m including layover |
Find flight
from$850 |
|
20:00 — 15:50
+1 day
|
20:00 — 22:05
SK688
SAS
Milan — Copenhagen
15h 15m stop
13:35 — 15:50
SK943
SAS
Copenhagen — Chicago
|
26h 50m including layover |
Find flight
from$685 |
|
20:15 — 15:50
+1 day
|
20:15 — 22:25
U23925
EasyJet
Milan — Copenhagen
14h 55m stop
13:35 — 15:50
SK943
SAS
Copenhagen — Chicago
|
26h 35m including layover |
Find flight
from$621 |
|
21:55 — 12:15
+1 day
|
21:55 — 23:25
SN3160
Brussels Airlines
Milan — Brussels
10h 45m stop
10:10 — 12:15
SN8803
Brussels Airlines
Brussels — Chicago
|
21h 20m including layover |
Find flight
from$1480 |
Flight Information
Below we will explain in detail what the flights cost on the destination from Milan to Chicago depends on and how to choose the most interesting flight option for you.
Distance between Milan and Chicago is 7289 miles. Time difference between the cities is 7h. Airplanes depart 06:10 to 22:35 from 4 Milan airports and arrive 06:10 to 22:35 to 7 Chicago airports. Average flight time is 26h 25m.
- The fastest flight 12h 10m
- Average flight time 26h 25m
- The earliest flight 06:10
- The latest flight 22:35
- Distance 4530 ml
The cheapest months to travel to Chicago are february (from 352 $), january (from 379 $), november (from 488 $).
The most expensive months are december (from 488 $), november (from 488 $), january (from 379 $).
What is the lowest airfare Milan to Chicago?
The cheapest plane ticket found by our users is $352. This airfare is for economy class on one-way U23969 flight by EasyJet for February 21, 2025 which leaves Malpensa in Milan at 07:15 am and arrives at Chicago Midway at 20:08.
Popular Airlines on the Route
The flight Milan — Chicago is served by 26 regular airlines and 4 low-cost airlines. Most of the flights on this route are operated by United Airlines - 4 departures per week at the price of from $ 786 . And the most expensive tickets are offered by Air Dolomiti airline - from $ 2698.
Direct flights
There’re no direct flights on this route. Try flights with stops.
Connecting Flights
There are 229 flights with layovers on the route. The fastest connecting flight is LH9449 by Lufthansa takes 12h 10m and the cheapest is U23969 by EasyJet for $352.
- from $559Find
- from $786Find
- from $1438Find
- from $655Find
- from $741Find
- from $555Find
- VY - Vuelingfrom $643Find
- LO - LOTfrom $850Find
- FI - Icelandairfrom $922Find
- JU - Air Serbiafrom $704Find
- DY - Norwegianfrom $554Find
- SK - SASfrom $602Find
Airports
You can fly from Milan to Chicago from 4 airports (Linate, Malpensa, Milan Bergamo (Orio al Serio), Segrate).
Milan airports
- Linate-LINfrom $382Find
- Malpensa-MXPfrom $352Find
- Milan Bergamo (Orio al Serio)-BGYfrom $613Find
- Segrate-SWKFind
Chicago airports
- O'Hare International-ORDFind
- Midway-MDWFind
- Dupage County-DPAFind
- Chicago FSS-CHIFind
- Merrill C Meigs (closed)-CGXFind
- Pal-Waukee-PWKFind
- Chicago NAS-NOHFind
Airplanes
There are flights to Chicago from Milan by 26 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.
Top International Destinations from Milan
Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.
- from $72Find
- from $59Find
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- from $68Find
- from $75Find
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- from $60Find
How to book a plane ticket yourself?

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